Реакция #5750

Уравнение реакции

water

imidazole

chlorodimethyl t-butylsilane

8-Acetoxy-2,6-dimethyl-2,6-octadien-1-ol

→

1-acetoxy-8-(dimethyl t-butylsilyl)oxy-3,7-dimethyl-2,6-octadiene

Выход 75.0%

Растворители

dimethylformamide

Условия реакции

Обработка

1. 1
   Экстракцияthe product was extracted with hexane (20 m1×2)
2. 2
   СушкаThe extract was dried over MgSO4
3. 3
   Другоеevaporated in vacuo
4. 4
   Другоеto remove the solvent
5. 5
   Другоеto give a residue, which

Методика

8-Acetoxy-2,6-dimethyl-2,6-octadien-1-ol in dimethylformamide (4 ml) was stirred on an ice bath. To the solution were added imidazole (338 mg, 4.96 mmol) and chlorodimethyl t-butylsilane (410 mg, 2.73 mmol), and the mixture was stirred at room temperature for one hour. After addition of water (30 ml) to the reaction mixture, the product was extracted with hexane (20 m1×2). The extract was dried over MgSO4 and evaporated in vacuo to remove the solvent to give a residue, which was subjected to silica gel column chromatography to obtain 1-acetoxy-8-(dimethyl t-butylsilyl)oxy-3,7-dimethyl-2,6-octadiene (606 mg, 75%).

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